Studies on annelated 1,4-benzothiazines and 1,5-benzothiazepines. VIII-Synthesis and inhibition of benzodiazepine receptor binding of some derivatives of triazino[3,4-c]-1,4-benzothiazine and triazino[3,4-d]-1,5-benzothiazepine, two new heterocyclic ring systems

Farmaco. 1994 Apr;49(4):245-51.

Abstract

Several series of triazino[3,4-c]-1,4-benzothiazines and triazino[3,4-d]-1,5-benzothiazepines were synthesized. Tentative syntheses performed to obtain 5H-as-triazino[3,4-c]-1,4-benzothiazin-1,2-diones and 5,6-dihydro-as-triazino[3,4-d]-1,5-benzothiazepin-1,2-diones gave rise to s-triazolo derivatives. Only in one case was the reaction successful, affording the 3,5-dihydro-as-triazino[3,4-c]-1,4-benzothiazin-1,2-dione 9a. All the final compounds were tested for their ability to displace [3H]flunitrazepam from bovine brain membranes.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Binding, Competitive / drug effects
  • Cattle
  • Cerebral Cortex / drug effects
  • Cerebral Cortex / metabolism
  • Flunitrazepam / pharmacokinetics
  • In Vitro Techniques
  • Magnetic Resonance Spectroscopy
  • Membranes / drug effects
  • Membranes / metabolism
  • Receptors, GABA-A / metabolism*
  • Spectrophotometry, Infrared
  • Structure-Activity Relationship
  • Thiazepines / chemical synthesis*
  • Thiazepines / pharmacokinetics
  • Triazines / chemical synthesis*
  • Triazines / pharmacokinetics

Substances

  • Receptors, GABA-A
  • Thiazepines
  • Triazines
  • Flunitrazepam